Set out on a captivating journey through the heart of Tuscany. This private tour by minivan offers an enchanting exploration of the Chianti region, Siena, and San Gimignano – each destination revealing its own distinct charm and history. From the panoramic vistas of Piazzale Michelangelo to the medieval splendor of San Gimignano, this personalized experience promises an immersive glimpse into the rich cultural tapestry of this iconic Italian landscape. Uncover the allure that has captivated visitors for centuries, as you savor the flavors of the Chianti wine region and lose yourself in the timeless beauty of these Tuscan gems.
About Your Stay

- A panoramic visit to Piazzale Michelangelo, offering stunning views of Florence’s iconic landmarks.
- Exploration of Siena’s historic Piazza del Campo and its well-preserved medieval architecture.
- Guided tour and wine tasting at the renowned Sant’Appiano Winery in the heart of Chianti.
- Discovery of the medieval splendor of San Gimignano, with its iconic skyline of 13th-century stone towers.
- A scenic drive along the picturesque Chiantiggiana Wine Road, showcasing Tuscany’s renowned vineyards and countryside.
Piazzale Michelangelo: Panoramic Views of Florence

The tour begins at Piazzale Michelangelo, a hilltop square that offers stunning panoramic views of Florence.
This iconic lookout point provides a breathtaking vista of the Arno River, the Florence Cathedral, and the city’s historic skyline.
Visitors can snap postcard-worthy photos, especially at sunset when the light casts a warm glow over the landscape.
The 15-minute stop allows travellers to orient themselves and get a sense of Florence’s layout before venturing out to explore the surrounding Tuscan towns and countryside.
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Siena: Piazza Del Campo and Architectural Gems

Next, the tour takes visitors to the heart of Siena, where they explore the iconic Piazza del Campo.
This unique shell-shaped square is the social and architectural centerpiece of the city. Visitors admire the Fonte Gaia fountain and the Palazzo Pubblico, which houses the Museo Civico.
The square’s distinctive brick pavement and historic buildings create a captivating atmosphere. Guests have ample time to wander the square, take in the impressive architecture, and soak up the vibrant local culture.
This stop showcases Siena’s well-preserved medieval character and cements its reputation as one of Italy’s most beautiful historic cities.
Chianti: Exploring Sant’Appiano Winery

After exploring the architectural gems of Siena, the tour then takes visitors to a renowned winery in the heart of the Chianti region.
At Sant’Appiano, guests learn about the wine production process, from grape cultivation to barrel aging. The knowledgeable staff guide them through a tasting of the winery’s renowned Chianti wines.
Visitors can also opt for a delightful 7-wine lunch, pairing the region’s finest vintages with local delicacies. This hands-on experience allows guests to enjoy the rich wine culture of Chianti, a highlight of the day’s adventure.
Lunch and Wine Tasting in Chianti

After exploring the winery’s wine production methods, visitors can savor the fruits of their labor with a delightful 7-wine lunch.
Visitors can savor the winery’s offerings with a delightful 7-wine lunch after exploring the production methods.
The optional lunch offers a chance to indulge in:
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A selection of Chianti wines, ranging from robust reds to crisp whites.
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A multi-course meal featuring local Tuscan specialties, such as fresh pasta, cured meats, and seasonal produce.
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An opportunity to learn about the region’s culinary traditions and how the wines pair with the local cuisine.
This immersive experience provides a well-rounded understanding of Chianti’s renowned wine and food culture.
More Great Tours NearbySan Gimignano: Discovering Medieval Splendor
Although the medieval town of San Gimignano is renowned for its iconic skyline of towering, 13th-century stone towers, visitors are often captivated by the town’s rich history and charming piazzas. Explore the heart of the town at Piazza della Cisterna, home to the Torre Grossa, the tallest of San Gimignano’s 14 surviving towers. Visit the Cathedral of San Gimignano to admire the stunning Ghirlandaio frescoes. Wander through the winding streets, pausing to browse local artisan shops and savor the region’s famous gelato. With its well-preserved medieval architecture, San Gimignano offers a glimpse into Italy’s distant past.
| Key Highlights | Description |
|—————-|————-|
| Piazza della Cisterna | Heart of the medieval town, featuring the Torre Grossa |
| Cathedral of San Gimignano | Showcases impressive Ghirlandaio frescoes |
| Winding Streets | Charming medieval alleyways lined with local shops |
| Gelato | Indulge in the region’s famous frozen treat |
| Well-Preserved Architecture | Immerse in the town’s rich historical atmosphere |
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Cathedral of San Gimignano and Ghirlandaio Frescoes

The Cathedral of San Gimignano stands as a remarkable architectural gem, its interior adorned with the breathtaking frescoes of the renowned Renaissance artist Domenico Ghirlandaio.
The Cathedral of San Gimignano, a remarkable architectural gem, boasts breathtaking frescoes by the renowned Renaissance artist Domenico Ghirlandaio.
Visitors can admire:
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The stunning "Triumph of Death" fresco, which depicts the inevitability of mortality.
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The intricate "Last Supper" fresco, showcasing Ghirlandaio’s masterful storytelling.
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The awe-inspiring vault paintings, which create a sense of grandeur and spirituality.
These masterpieces offer a glimpse into the artistic brilliance of the 15th century, making the Cathedral of San Gimignano a must-visit destination for art enthusiasts and history buffs alike.
Scenic Drive Along the Chiantiggiana Wine Road

As the tour reaches its final leg, the scenic drive along the Chiantiggiana SR 222 Wine Road offers a captivating glimpse into the heart of Chianti’s renowned wine country.
Winding through lush vineyards and rolling hills, this picturesque route showcases the beauty of the Tuscan landscape. Travelers can admire the endless rows of grapevines, interspersed with medieval stone farmhouses and charming villages.
The drive back to Florence provides a fitting conclusion to the day’s adventures, leaving visitors with a deeper appreciation for the rich winemaking heritage and stunning scenery that define this iconic Italian region.
Inclusions and Important Information
The tour package includes a range of convenient services to enhance the overall experience.
Travelers are transported in a comfortable Mercedes V Class minivan with free WiFi and air conditioning. Plus, bottled water is provided to keep guests hydrated throughout the day.
The driver is professional, though not an official guide, ensuring a smooth and flexible journey. However, some restrictions apply – smoking and bringing food/drinks inside the vehicle aren’t permitted.
This private tour offers a well-rounded experience, with a 5/5 rating from previous customers highlighting the guide’s kindness and flexibility.
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Complimentary WiFi and air conditioning in the minivan
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Bottled water provided for guests
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Professional driver ensures a seamless experience
Questions About Your Stay
Can I Bring My Pet on the Tour?
Pets are not allowed on the tour. The tour provider has a no-pets policy in place for the safety and comfort of all passengers. Bringing a pet along would not be permitted on this private tour.
Is There a Discount for Senior Citizens?
The tour does not currently offer a senior citizen discount. However, it does provide free cancellation up to 24 hours in advance, allowing flexibility for travelers. Additional inquiries about potential discounts can be directed to the tour provider.
Are Audioguides Available During the Tour?
Audioguides are not mentioned as part of the included services for this tour. The tour appears to be led by a professional driver rather than an official guide, so audioguides may not be available.
Can I Customize the Itinerary to My Preferences?
Yes, you can customize the itinerary to your preferences. The tour allows for some flexibility, so you can discuss your interests with the driver and adjust the stops or duration at each location accordingly.
Is the Tour Suitable for People With Mobility Issues?
The tour may not be fully suitable for those with mobility issues. Some locations, like Piazzale Michelangelo and the hilltop town of San Gimignano, involve steep hills and uneven terrain that could be challenging. Customers should discuss any accessibility needs with the tour provider.
Final Verdict On This Stay
This private tour offers a captivating exploration of Tuscany’s highlights. From the panoramic views of Florence to the historic treasures of Siena and San Gimignano, it’s a seamless blend of stunning landscapes, world-renowned wines, and culture. With a personal minivan and a knowledgeable guide, travelers can experience the essence of this enchanting region at their own pace.
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